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Batch Reactive Distillation in Bromodifluoroacetic Acid Synthesis Technology

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Abstract

A catalytic distillation process reacting in a column bottom was experimentally studied for the transesterification of methyl and ethyl esters of bromodifluoroacetic acid with trifluoroacetic acid. Sulfuric acid was used as a catalyst. Experiments were performed at different column bottom heat duties. As a result of the experiments, we had bromodifluoroacetic acid with a purity above 97.0 mol % at a product yield of 87.4%.

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REFERENCES

  1. Modern Fluoroorganic Chemistry: Synthesis, Reactivity, Applications, Kirsch, P., Ed., Weinheim: Wiley-VCH, 2013, 2nd ed.

    Google Scholar 

  2. Maksimov, B.N., Barabanov, V.G., and Serushkin, I.L., Promyshlennye ftororganicheskie produkty. Spravochnik (Industrial Organofluorine Products: A Handbook), Leningrad: Khimiya, 1990.

  3. Le Bars, D., Fluorine-18 and medical imaging: Radiopharmaceuticals for positron emission tomography, J. Fluorine Chem., 2006, vol. 127, no. 11, pp. 1488–1493. https://doi.org/10.1016/j.jfluchem.2006.09.015

    Article  CAS  Google Scholar 

  4. Müller, K., Faeh, C., and Diederich, F., Fluorine in pharmaceuticals: Looking beyond intuition, Science, 2007, vol. 317, no. 5846, p. 1881.

    Article  CAS  PubMed  Google Scholar 

  5. Ishikawa, N. and Kobayashi, Y., Ftor. Khimiya i primenenie (Fluorine: Chemistry and Applications), Moscow: Mir, 1982.

  6. Novoe v tekhnologii soedinenii ftora (Fluorine Compounds: Modern Technology and Application), Ishikawa, N., Ed., Moscow: Mir, 1984.

  7. Plate, N.A. and Slivinskii, E.V., Osnovy khimii i tekhnologii monomerov. Uchebnoe posobie (Fundamentals of the Chemistry and Technology of Monomers: A Textbook), Moscow: Nauka–MAIK “Nauka/Interperiodika”, 2002.

  8. Gorbunova, T.I., Bazhin, D.N., Zapevalov, A.Ya., Korshunov, L.G., Beketov, I.V., and Saloutin, V.I., Antifrictional properties of fluorine-containing polyol esters, Fluorine Notes, 2012, no. 1 (80), pp. 5–6.

  9. Smith, C.E., Smith, P.S., Thomas, R.L., Robins, E.G., Collings, J.C., Dai, C., Scott, A.J., Borwick, S., Batsanov, A.S., Watt, S.W., Clark, S.J., Viney, C., Howard, J.A.K., Cleggc, W., and Marder, T.B., Arene-perfluoroarene interactions in crystal engineering: Structural preferences in polyfluorinated tolans, J. Mater. Chem., 2004, vol. 14, no. 3, pp. 413–420. https://doi.org/10.1039/B314094F

    Article  CAS  Google Scholar 

  10. Sheppard, W.A. and Sharts, C.M., Organic Fluorine Chemistry, New York: W.A. Benjamin, 1969.

    Google Scholar 

  11. Dil’man, A.D. and Levin, V.V., New reactions with the participation of difluorocarbene, 10-ya Vserossiiskaya konferentsiya “Khimiya ftora” (10th All-Russian Conference “Fluorine Chemistry”), Moscow, 2015.

  12. Dil’man, A.D., Difluorocarbenes as a building material, 11-ya Vserossiiskaya konferentsiya “Khimiya ftora” (11th All-Russian Conference “Fluorine Chemistry”), Moscow, 2016.

  13. Novikov, M.A., Copper compounds–catalyzed ring-opening conversions of gem-fluorochloro- and gem-fluorobromocyclopropanes, Cand. Sci. (Chem.) Dissertation, Moscow, 2016.

  14. Fluorine Chemistry, Simons, J.H., Ed., New York: Academic, 1950, vol. 1.

    Google Scholar 

  15. Fluorine Chemistry, Simons, J.H., Ed., New York: Academic, 1954, vol. 2.

    Google Scholar 

  16. Reactive Distillation: Status and Future Directions, Sundmacher, K. and Kienle, A., Eds., Weinheim: Wiley-VCH, 2003.

    Google Scholar 

  17. Sintezy ftororganicheskikh soedinenii (Synthesis of Organofluorine Compounds), Moscow: PiM-Invest, 2005.

  18. Kvashnin, S.Ya., Lupachev, E.V., Lotkhov, V.A., Kuritsyn, N.N., and Kulov, N.N., Chemical equilibrium and the kinetics of transesterification reactions of fluoroorganic esters and acids, Theor. Found. Chem. Eng., 2017, vol. 51, no. 6, pp. 1012–1020. https://doi.org/10.1134/S0040579517060100

    Article  CAS  Google Scholar 

  19. Lupachev, E.V., Zakhlevniy, A.V., Kvashnin, S.Ya., Lotkhov, V.A., and Kulov, N.N., Vapor–liquid equilibrium of binary components of the BrCF2COOCH3–CF3COOH–BrCF2COOH–CF3COOCH3 quaternary system, Theor. Found. Chem. Eng., 2018, vol. 52, no. 3, pp. 295–306. https://doi.org/10.1134/S0040579518030119

    Article  CAS  Google Scholar 

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Authors and Affiliations

  1. Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences, 119991, Moscow, Russia

    E. V. Lupachev, A. V. Polkovnichenko, S. Ya. Kvashnin, V. A. Lotkhov & N. N. Kulov

  2. MIREA Russian Technological University (Institute of Fine Chemical Technologies), 119571, Moscow, Russia

    A. V. Polkovnichenko

Authors
  1. E. V. Lupachev
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  2. A. V. Polkovnichenko
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  3. S. Ya. Kvashnin
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  4. V. A. Lotkhov
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  5. N. N. Kulov
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Correspondence to E. V. Lupachev or N. N. Kulov.

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Translated by E. Glushachenkova

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Lupachev, E.V., Polkovnichenko, A.V., Kvashnin, S.Y. et al. Batch Reactive Distillation in Bromodifluoroacetic Acid Synthesis Technology. Theor Found Chem Eng 53, 1–12 (2019). https://doi.org/10.1134/S004057951901010X

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  • DOI: https://doi.org/10.1134/S004057951901010X

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